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Winner Vacation Rentals

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Check prices for these dates

In two weeks
Jul 10 - Jul 12
In two months
Aug 21 - Aug 23
In three months
Sep 18 - Sep 20
In four months
Oct 16 - Oct 18
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Top Winner Hotel Reviews

Gerrys Motel

Gerrys Motel

10/10 Excellent
"A modest motel — does exactly what it advertises — simple, inexpensive, nice owner"
Bruce 1-night trip
Posted 20 hours ago
Gerrys Motel

Find out more about Winner

Everything you need to know about Winner vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Winner vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Winner vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Winner vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Winner. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Winner in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $146 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Winner rentals

At Expedia, we put the best Winner vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Winner rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Winner vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Winner. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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Frequently asked questions

Are there vacation rentals in Winner?

Yes, there are vacation rentals near top local attractions in Winner, or you can select a more remote option if you're looking for relaxation. Winner is known for its golf courses and churches. Make sure you have time to check out the monuments while you're in the area.

What are some of the best vacation rentals in Winner?

Cozy Little Getaway, Winner, SD: Visitors like this Winner vacation home rental. It is equipped with a barbecue grill, air-conditioning, and laundry facilities to help you feel comfortable during your stay. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

What can I see and do in Winner?

Take time out to visit local sights such as Winner City Pool, Tripp County Veteran’s Memorial, and Winner Country Club. In the larger area, you’ll also find Beaulieu Lake.

What are vacation rentals like in Winner?

Vacation rentals are privately owned properties you can book for several days or longer in Winner. Vacation rentals provide amenities such as patios, hot tubs, and fire pits to help you enjoy your stay. If you're concerned about a clean environment, a vacation rental can provide a sense of privacy away from shared hotel elevators and busy lobbies while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental a popular choice for families.